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860657P

Avanti

sphingosine-d7

Avanti Research - A Croda Brand 860657P, powder

Synonym(s):

D-erythro-sphingosine-d7

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About This Item

Empirical Formula (Hill Notation):
C18H30D7NO2
CAS Number:
Molecular Weight:
306.54
UNSPSC Code:
12352211
NACRES:
NA.25

form

powder

packaging

pkg of 1 × 1 mg (860657P-1mg)
pkg of 1 × 5 mg (860657P-5mg)

manufacturer/tradename

Avanti Research - A Croda Brand 860657P

shipped in

dry ice

storage temp.

−20°C

SMILES string

OC[C@@](N)([H])[C@@](O)([H])/C=C/CCCCCCCCCCC(C(C([2H])([2H])[2H])([2H])[2H])([2H])[2H]

General description

Sphingosine-d7 is a deuterated derivative of sphingosine. Sphingosine is an important bioactive sphingolipid metabolite. It is a 18-carbon amino alcohol derived from sphingomyelin. Sphingosine contains an unsaturated hydrocarbon chain.

Application

Sphingosine-d7 has been used as an internal standard in liquid chromatography–tandem mass spectrometry for quantitative analysis of sphingolipids in biological samples.

Biochem/physiol Actions

Sphingosine negatively regulates cell proliferation and induces apoptosis. It has an ability to regulate the activities of phospholipases, protein kinases, ion channels, cannabinoid receptor type 1 (CB-1) receptors and steroidogenic factor 1 (SF-1) receptors. Sphingosine acts as a precursor for ceramide synthesis.

Packaging

5 mL Amber Glass Screw Cap Vial (860657P-1mg)
5 mL Amber Glass Screw Cap Vial (860657P-5mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

also commonly purchased with this product

Storage Class

11 - Combustible Solids


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Henning Carstens et al.
Cellular physiology and biochemistry : international journal of experimental cellular physiology, biochemistry, and pharmacology, 53(6), 1015-1028 (2019-12-20)
Pulmonary infections with Pseudomonas aeruginosa (P. aeruginosa) or Staphylococcus aureus (S. aureus) are of utmost clinical relevance in patients with cystic fibrosis, chronic obstructive pulmonary disease, after trauma and burn, upon ventilation or in immuno-compromised patients. Many P. aeruginosa and
Stephanie Schwalm et al.
The American journal of pathology, 187(11), 2413-2429 (2017-08-16)
Kidney fibrosis is a hallmark of chronic kidney disease and leads to extracellular matrix accumulation, organ scarring, and loss of kidney function. In this study, we investigated the role of sphingosine kinase-2 (SPHK2) on the progression of tubular fibrosis by
Iulia Zoicas et al.
Cells, 9(5) (2020-05-24)
Human and murine studies identified the lysosomal enzyme acid sphingomyelinase (ASM) as a target for antidepressant therapy and revealed its role in the pathophysiology of major depression. In this study, we generated a mouse model with overexpression of Asm (Asm-tgfb)
Irina Alecu et al.
Journal of lipid research, 58(1), 60-71 (2016-11-23)
The 1-deoxysphingolipids (1-deoxySLs) are atypical sphingolipids (SLs) that are formed when serine palmitoyltransferase condenses palmitoyl-CoA with alanine instead of serine during SL synthesis. The 1-deoxySLs are toxic to neurons and pancreatic β-cells. Pathologically elevated 1-deoxySLs cause the inherited neuropathy, hereditary
Olivier Cuvillier
Biochimica et biophysica acta, 1585(2-3), 153-162 (2003-01-18)
The sphingolipid metabolites ceramide, sphingosine, and sphingosine 1-phosphate contribute to controlling cell proliferation and apoptosis. Ceramide and its catabolite sphingosine act as negative regulators of cell proliferation and promote apoptosis. Conversely, sphingosine 1-phosphate, formed by phosphorylation of sphingosine by a

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